Spektraris NMR
1-Hydroxy-2-deacetoxytaxinine J
Common Name: 1-Hydroxy-2-deacetoxytaxinine J
Synonyms: Taxawallin A
CAS Registry Number: 170660-27-2
InChI: InChI=1S/C37H46O11/c1-20-27-18-37(43)19-29(44-22(3)38)21(2)32(35(37,7)8)33(46-24(5)40)34(47-25(6)41)36(27,9)30(45-23(4)39)17-28(20)48-31(42)16-15-26-13-11-10-12-14-26/h10-16,27-30,33-34,43H,1,17-19H2,2-9H3/b16-15+/t27-,28+,29+,30+,33-,34+,36+,37+/m1/s1
InChIKey: InChIKey=JXEOWCLOUFWNAU-NRHDFMLESA-N
Formula: C37H46O11
Molecular Weight: 666.75
Exact Mass: 666.304
NMR Solvent: CDCl3
MHz: 500.0
Calibration: TMS
NMR references: Zhang, J.-Z., Fang, Q.-C., Liang, X.-T., He, C.-H., Kong, M., He, W.-Y., and Jin, X.-L. (1995). Taxoids from the barks of Taxus wallichiana. Phytochemistry 40, 881–884.
Species: Taxus
Notes: Relative stereochemistry not determined.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 2 | m | |
| 3 | 2.97 | d | 5.5 |
| 5 | 5.6 | t | 2.8 |
| 6 | 1.97 | m | |
| 7 | 5.67 | dd | 11.4, 5 |
| 9 | 5.95 | d | 11.2 |
| 10 | 6.31 | d | 11.2 |
| 13 | 5.96 | br s | |
| 14 | 2.58 | dd | 14.8, 9.9 |
| 14 | 1.53 | dd | 14.8, 6.6 |
| 16 | 1.18 | s | |
| 17 | 1.63 | s | |
| 18 | 2.33 | s | |
| 19 | 0.93 | s | |
| 20 | 5.09 | s | |
| 20 | 5.43 | s | |
| OAc-Me | 1.73 | ||
| OAc-Me | 2 | ||
| OAc-Me | 2.05 | ||
| OAc-Me | 2.07 | ||
| CH=CH | 7.77 | d | 16 |
| CH=CH | 6.55 | d | 16 |
| Ph | 7.49 | m | |
| Ph | 7.4 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 76.2 |
| 2 | 37 |
| 3 | 41.2 |
| 4 | 145.6 |
| 5 | 74.5 |
| 6 | 34.6 |
| 7 | 69.8 |
| 8 | 46.6 |
| 9 | 76 |
| 10 | 71.3 |
| 11 | 134.8 |
| 12 | 139.2 |
| 13 | 71 |
| 14 | 41.6 |
| 15 | 43.7 |
| 16 | 27.3 |
| 17 | 21.4 |
| 18 | 15.3 |
| 19 | 13.2 |
| 20 | 116.1 |
| OAc C=O | 169.1 |
| OAc C=O | 169.8 |
| OAc C=O | 170.2 |
| OAc C=O | 170.5 |
| OAc Me | 20.8 |
| OAc Me | 20.9 |
| OAc Me | 21 |
| OAc Me | 21.8 |
| OCinn C=O | 166 |
| CH=CH | 118.3 |
| CH=CH | 145.9 |
| Ph | 138.1 |
| Ph | 130.1 |
| Ph | 130.7 |
| Ph | 134.1 |
